HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 1-Methyl-3-phenyl-7-(2-cyano-benzyl)-8-chloro-xanthine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Phenyl dihydrogen orthoborate | HCID 78412 | — |
| Reactant | 1-Methyl-7-(2-cyano-benzyl)-8-chloro-xanthine | HCID 57514540 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-Methyl-3-phenyl-7-(2-cyano-benzyl)-8-chloro-xanthine | HCID 66754015 | — |
Reaction Steps
A mixture of 829 mg of 1-methyl-7-(2-cyano-benzyl)-8-chloro-xanthine, 640 mg of phenylboric acid, 509 mg of anhydrous copper acetate and 0.43 ml of pyridine in 20 ml methylene chloride is stirred for four days at ambient temperature in the presence of 100 mg of 4 Å molecular sieves. Then another 320 mg of phenylboric acid are added and the reaction mixture is stirred for another day at ambient temperature. For working up the mixture is filtered through talc and washed with ethyl acetate. The filtrate is evaporated down and chromatographed through a silica gel column with cyclohexane/ethyl acetate (7:3 to 1:1) as eluant.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08178541B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-30341d7a467646af926f79ed368442e5 |
| Source note | uspto-grants-2012_05 |